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Regaloside B (regaloside B)

Cat No.:V74805 Purity: ≥98%
Regaloside B is a phenylpropanoid extracted from Lilium longiflorum.
Regaloside B (regaloside B)
Regaloside B (regaloside B) Chemical Structure CAS No.: 114420-67-6
Product category: COX
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
Other Sizes
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Product Description
Regaloside B is a phenylpropanoid extracted from Lilium longiflorum. Regaloside B can inhibit the expression of iNOS and COX-2 and exhibits anti-inflammatory effect.
Regaloside B (CAS#: 114420-67-6) is a phenylethanoid glycoside isolated from Rehmannia glutinosa and Lilium longiflorum, a traditional medicinal herb widely used in East Asian medicine. Structurally, it comprises a hydroxytyrosol core linked to sugar moieties, contributing to its water solubility and bioactivity. Regaloside B exhibits notable antioxidant, anti-inflammatory, and neuroprotective properties, making it a subject of interest in studies related to aging, neurodegenerative disorders, and metabolic diseases. It functions by scavenging free radicals and modulating inflammatory pathways.
Biological Activity I Assay Protocols (From Reference)
Targets
iNOS (inducible nitric oxide synthase) and COX-2 (cyclooxygenase-2). Regaloside B inhibits the expression of iNOS and COX-2, two key enzymes involved in inflammatory responses. By suppressing these inflammatory mediators, the compound reduces the production of nitric oxide and prostaglandins. The compound also exhibits antioxidant activity through free radical scavenging, and demonstrates neuroprotective properties relevant to neurodegenerative disorders.
ln Vitro
Regaloside B inhibits the expression of iNOS and COX-2, demonstrating anti-inflammatory activity. The compound exhibits notable antioxidant properties by scavenging free radicals. Regaloside B also shows neuroprotective properties, making it a subject of interest in studies related to aging and neurodegenerative disorders. These in vitro activities suggest potential therapeutic applications in inflammatory and neurodegenerative diseases.
ln Vivo
In vivo, Regaloside B has been investigated for its anti-inflammatory and neuroprotective effects. As a natural phenylethanoid glycoside, it may exert systemic effects through modulation of inflammatory pathways and oxidative stress. The compound's natural origin and multifunctional pharmacological profile highlight its potential in herbal therapeutics and functional food development. Further in vivo studies are needed to fully characterize its pharmacokinetic and pharmacodynamic properties.
Enzyme Assay
Receptor binding or enzyme inhibition assays can be performed to evaluate the interaction of Regaloside B with its targets. Enzyme activity assays using recombinant iNOS or COX-2 can measure the compound's inhibitory effects on these enzymes. The compound's ability to scavenge free radicals can be assessed using cell-free antioxidant assays such as DPPH or ABTS radical scavenging assays.
Cell Assay
Cellular assays are used to evaluate the anti-inflammatory and antioxidant activities of Regaloside B. Cultured macrophages (e.g., RAW 264.7 cells) are stimulated with LPS in the presence of increasing concentrations of Regaloside B (typically 1-100 μM). Inhibition of iNOS and COX-2 expression is measured by Western blot or qPCR. Nitric oxide production is measured by Griess assay, and prostaglandin E2 levels are measured by ELISA. Cellular antioxidant activity can be assessed using ROS detection assays.
Animal Protocol
No specific animal experiments have been reported for Regaloside B in the available literature. For natural anti-inflammatory compounds, typical in vivo efficacy studies would involve murine models of inflammation such as carrageenan-induced paw edema, LPS-induced systemic inflammation, or DSS-induced colitis. The compound would be administered orally or intraperitoneally, and efficacy endpoints would include reduction of inflammatory markers, tissue pathology, and oxidative stress parameters.
ADME/Pharmacokinetics
Pharmacokinetic properties of Regaloside B have not been fully characterized. The compound has a molecular weight of 442.41 g/mol and molecular formula C20H26O11. It is sparingly soluble in water (11 g/L at 25°C). As a glycoside, it may have moderate oral bioavailability with metabolism in the gut and liver. The compound is stable under recommended storage conditions. Pharmacokinetic studies would be needed to determine absorption, distribution, metabolism, and excretion profiles.
Toxicity/Toxicokinetics
No specific toxicity data has been reported for Regaloside B. As a naturally occurring phenylethanoid glycoside from medicinal plants, it is generally considered to have low toxicity. Standard toxicity assessments would include evaluation of cytotoxicity in cell lines, genotoxicity assays, and acute and sub-chronic toxicity studies in animal models. The compound is for research use only and not intended for human therapeutic use.
References

[1]. Phenylpropanoids from Lilium Asiatic hybrid flowers and their anti-inflammatory activities. Applied Biological Chemistry. 2017; 60: 527–533.

[2]. Purification of Phenylpropanoids from the Scaly Bulbs of Lilium Longiflorum by CPC and Determination of Their DPP-IV Inhibitory Potentials. ACS Omega. 2020 Feb 20; 5(8): 4050-4057.

Additional Infomation
It has been reported that lilies and brown lilies contain Regaloside B, and data on its content are available.
Regaloside B (CAS#: 114420-67-6) is a phenylethanoid glycoside isolated from Rehmannia glutinosa and Lilium longiflorum. It has a molecular formula of C20H26O11 and molecular weight of 442.41. The IUPAC name is [(2S)-3-acetyloxy-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl] (E)-3-(4-hydroxyphenyl)prop-2-enoate. Regaloside B exhibits antioxidant, anti-inflammatory, and neuroprotective properties. It inhibits iNOS and COX-2 expression and scavenges free radicals.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H26O11
Molecular Weight
442.41
Exact Mass
442.148
CAS #
114420-67-6
PubChem CID
5459143
Appearance
White to off-white solid powder
Density
1.46g/cm3
Boiling Point
727.5ºC at 760mmHg
Flash Point
253.8ºC
Vapour Pressure
3.23E-22mmHg at 25°C
Index of Refraction
1.606
LogP
-0.5
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
11
Rotatable Bond Count
11
Heavy Atom Count
31
Complexity
602
Defined Atom Stereocenter Count
1
SMILES
CC(=O)OC[C@@H](COC(=O)/C=C/C1=CC=C(C=C1)O)OC2C(C(C(C(O2)CO)O)O)O
InChi Key
YQKQOLPNKNHLBO-KRJCNZRASA-N
InChi Code
InChI=1S/C20H26O11/c1-11(22)28-9-14(30-20-19(27)18(26)17(25)15(8-21)31-20)10-29-16(24)7-4-12-2-5-13(23)6-3-12/h2-7,14-15,17-21,23,25-27H,8-10H2,1H3/b7-4+/t14-,15?,17?,18?,19?,20?/m0/s1
Chemical Name
[(2S)-3-acetyloxy-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 100 mg/mL (226.03 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (5.65 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (5.65 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (5.65 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.2603 mL 11.3017 mL 22.6035 mL
5 mM 0.4521 mL 2.2603 mL 4.5207 mL
10 mM 0.2260 mL 1.1302 mL 2.2603 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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